Table 1.
Product distribution in the mixed‐macrocycle AT‐CuAAC reaction.[a,b]
| Entry | Macrocycles |
|
: |
|
: |
|
: |
|
: |
|
: |
|
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 5 | 6 | 7 | 8 | 9 | 10 | |||||||
| 1 | 1 only | 52 | : | – | : | 48 | : | – | : | – | : | – |
| 2 | 2 a only | – | 98 | – | 2.0 | – | – | |||||
| 3 | 2 b only | – | 100 | – | – | – | – | |||||
| 4 | 2 c only | – | 100 | – | – | – | – | |||||
| 5 | 1+2 a | 35 | : | 47 | : | 13 | : | 0.53 | : | 3.2 | : | 1.4 |
| 6[c] | 1+2 a | 22 | : | 20 | : | 4.3 | : | <0.25 | : | 2.0 | : | 1.0 |
| 7 | 1+2 b | 34 | : | 54 | : | 5.6 | : | – | : | 6.7 | : | – |
| 8 | 1+2 c | 33 | : | 49 | : | 8.3 | : | – | : | 9.7 | : | – |
[a] Reagents and conditions as in Scheme 1. [b] Ratios determined by 1H NMR analysis of crude reaction mixtures. [c] Competition experiment with 0.6 equiv each of 3 and 4; balance of material is recovered 1 and 2 a.